Absolute configuration of 3,3'-Dihydroxy-4,4' -biphenanthryl as determined by the stereochemistry of cyclic diester formation with 1,1'-Binaphthyl-2,2'-dicarboxylic acid

Article abstract of DOI:10.1016/S0957-4166(00)86261-8

Condensation of racemic 3,3'-dihydroxy-4,4'-biphenanthryl [(±)-2] with (R)-1,1'binaphthyl-2,2'-dicarboxylic acid dichloride (5) allows cyclization of only (-)-2 to give the 12-membered cyclic diester (7), the absolute configuration of which can be assigned (R,R) from steric reasons. Thus, absolute stereochemistry of (-)-2 is determined to be (R).